Bicyclo(2.2.1)heptane

HCID 9233CAS 279-23-2

Basic information

Standard SMILES
C1CC2CCC1C2
InChIKey
UMRZSTCPUPJPOJ-UHFFFAOYSA-N
Molecular formula
C7H12
Average molar mass
96.17 g/mol
Monoisotopic mass
96.09390038

Overview

Norbornane is a cyclic hydrocarbon consisting of cyclohexane with a methylene bridge linking positions 1 and 4. It is a cyclic hydrocarbon and a bridged compound.

Names & identifiers

Preferred name
Bicyclo(2.2.1)heptane
IUPAC
bicyclo[2.2.1]heptane
English name
Norbornane
Molecular formula
C7H12
Molecular weight
96.17

Names & synonyms

Bicyclo[2.2.1]heptaneNorbornylaneNorcamphaneNorfenchaneNorsantaneBicyclo(2.2.1)heptanePAF9G8MY72NSC-91457DTXSID4075376Bicyclo2.2.1heptaneRefChem:568133DTXCID9037745
Show more names
camphenilaneNSC 91457ORBORNANENorbornane>Norbornane,98%
205-996-2NORBORNANE279-23-21,4-EndomethylenecyclohexaneMFCD00074822Cyclohexane, 1,4-endo-methylene-(1s,4s)-bicyclo[2.2.1]heptaneNorbornane, 98%

Database identifiers

CAS
279-23-2
PubChem CID
9233
DTXSID
DTXSID4075376
ChEBI
CHEBI:71546
UNII
PAF9G8MY72
EC Number
205-996-2
Nikkaji
J1.513J、J952.912H

Properties

Computed structural properties

XLogP
3
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

SolventsSolvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesSchoenflies notation
LogP3.78
Vapor Pressure33.0 [mmHg]
Physical DescriptionWhite solid; [Acros Organics MSDS]

Physicochemical properties

Melting point
85 · 85-88 °C (lit.)
Boiling point
106 °C · 106 °C
Density
0.914 · 0.914±0.06 g/cm3 (20 ºC 760 Torr)
refractive index
1.477 · 1.4770 (estimate)
Flash point
-0.2 · -0.2±11.7℃
storage temp.
2 · 2-8°C

Safety & regulation

Hazard information

Regulatory InformationBicyclo2.2.1heptane: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryIntravenous LD50 (mouse) = 56 mg/kg; [RTECS] May cause irritation; [Acros Organics MSDS]

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
RB6945000
hs_code
2902.19.0050
Toxicity
mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04038,
Signal word
Warning

Chemistry & industry

Applications · 1 item

DescriptionNorbornane (also known as bicyclo[2.2.1]heptane or norcamphane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a methylene bridge in the 1,4- position, and is a bridged bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons.

Preparation methods

PreparationNorbornane is obtained by adding ethylene to cyclopentadiene under heat and pressure and then hydrogenating.

Upstream & downstream products

Suppliers46 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
Syntechem Co.,Ltd[email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]

Additional notes

DefinitionChEBI: Norbornane is a cyclic hydrocarbon consisting of cyclohexane with a methylene bridge linking positions 1 and 4. It is a bridged compound and a cyclic hydrocarbon.

Related reactions

2 records

Linked notes

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